The shape of neutral sarcosine in gas phase

Emilio J. Cocinero; Pablo Villanueva; Alberto Lesarri; Maria Sanz; Susana Blanco; Santiago Mata; Juan C. Lopez; Jose L. Alonso

doi:10.1016/j.cplett.2006.12.067

The shape of neutral sarcosine in gas phase

Emilio J. Cocinero, Pablo Villanueva, Alberto Lesarri, Maria Sanz, Susana Blanco, Santiago Mata, Juan C. Lopez, Jose L. Alonso^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

29 Citations (Scopus)

Abstract

The neutral form of the non-coded amino acid sarcosine (N-methylglycine) has been studied in the gas phase using laser-ablation molecular-beam Fourier transform microwave (LA-MB-FTMW) spectroscopy, Two conformers have been unequivocally identified by comparing the experimental values of rotational and quadrupole coupling constants with those predicted by ab initio calculations at the MP2/6-311++G(d,p) level. The most stable conformer is stabilized by an intramolecular hydrogen bond N-(HO)-O-...=C and a cis-COOH arrangement, whereas the second conformer exhibits an intramolecular hydrogen bond (NH)-H-...-O and trans-COOH. The conformational behaviour of sarcosine is discussed in the context of those of glycine and N,N-dimethylglycine.

Original language	English
Article number	N/A
Pages (from-to)	336-341
Number of pages	6
Journal	CHEMICAL PHYSICS LETTERS
Volume	435
Issue number	4-6
DOIs	https://doi.org/10.1016/j.cplett.2006.12.067
Publication status	Published - 19 Feb 2007

Keywords

SEEDED SUPERSONIC JETS
WEAK HYDROGEN-BONDS
CENTER-DOT-O
TRIFLUOROMETHANE DIMER
ROTATIONAL SPECTRUM
AMINO-ACIDS
F-C
CONFORMERS
ALANINE
SPECTROSCOPY

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10.1016/j.cplett.2006.12.067

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title = "The shape of neutral sarcosine in gas phase",

abstract = "The neutral form of the non-coded amino acid sarcosine (N-methylglycine) has been studied in the gas phase using laser-ablation molecular-beam Fourier transform microwave (LA-MB-FTMW) spectroscopy, Two conformers have been unequivocally identified by comparing the experimental values of rotational and quadrupole coupling constants with those predicted by ab initio calculations at the MP2/6-311++G(d,p) level. The most stable conformer is stabilized by an intramolecular hydrogen bond N-(HO)-O-...=C and a cis-COOH arrangement, whereas the second conformer exhibits an intramolecular hydrogen bond (NH)-H-...-O and trans-COOH. The conformational behaviour of sarcosine is discussed in the context of those of glycine and N,N-dimethylglycine. ",

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T1 - The shape of neutral sarcosine in gas phase

AU - Cocinero, Emilio J.

AU - Villanueva, Pablo

AU - Lesarri, Alberto

AU - Sanz, Maria

AU - Blanco, Susana

AU - Mata, Santiago

AU - Lopez, Juan C.

AU - Alonso, Jose L.

PY - 2007/2/19

Y1 - 2007/2/19

N2 - The neutral form of the non-coded amino acid sarcosine (N-methylglycine) has been studied in the gas phase using laser-ablation molecular-beam Fourier transform microwave (LA-MB-FTMW) spectroscopy, Two conformers have been unequivocally identified by comparing the experimental values of rotational and quadrupole coupling constants with those predicted by ab initio calculations at the MP2/6-311++G(d,p) level. The most stable conformer is stabilized by an intramolecular hydrogen bond N-(HO)-O-...=C and a cis-COOH arrangement, whereas the second conformer exhibits an intramolecular hydrogen bond (NH)-H-...-O and trans-COOH. The conformational behaviour of sarcosine is discussed in the context of those of glycine and N,N-dimethylglycine.

AB - The neutral form of the non-coded amino acid sarcosine (N-methylglycine) has been studied in the gas phase using laser-ablation molecular-beam Fourier transform microwave (LA-MB-FTMW) spectroscopy, Two conformers have been unequivocally identified by comparing the experimental values of rotational and quadrupole coupling constants with those predicted by ab initio calculations at the MP2/6-311++G(d,p) level. The most stable conformer is stabilized by an intramolecular hydrogen bond N-(HO)-O-...=C and a cis-COOH arrangement, whereas the second conformer exhibits an intramolecular hydrogen bond (NH)-H-...-O and trans-COOH. The conformational behaviour of sarcosine is discussed in the context of those of glycine and N,N-dimethylglycine.

KW - SEEDED SUPERSONIC JETS

KW - WEAK HYDROGEN-BONDS

KW - CENTER-DOT-O

KW - TRIFLUOROMETHANE DIMER

KW - ROTATIONAL SPECTRUM

KW - AMINO-ACIDS

KW - F-C

KW - CONFORMERS

KW - ALANINE

KW - SPECTROSCOPY

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DO - 10.1016/j.cplett.2006.12.067

M3 - Article

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VL - 435

SP - 336

EP - 341

JO - CHEMICAL PHYSICS LETTERS

JF - CHEMICAL PHYSICS LETTERS

IS - 4-6

M1 - N/A

ER -

The shape of neutral sarcosine in gas phase

Abstract

Keywords

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